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Design and synthesis of new chiral pyridine–phosphite ligands for the copper-catalyzed enantioselective conjugate addition of diethylzinc to acyclic enones
Authors:Yinjun Xie  Hanmin Huang  Weimin Mo  Xiangqun Fan  Zhiqiang Shen  Zhenlu Shen  Nan Sun  Baoxiang Hu  Xinquan Hu
Affiliation:1. College of Chemical Engineering and Materials Science, Zhejiang University of Technology, Hangzhou 310014, PR China;2. State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, PR China
Abstract:A series of new chiral pyridine–phosphite ligands have been prepared from (R)-pyridyl alcohols and BINOL-derived chlorophosphite, and successfully employed in the copper-catalyzed enantioselective conjugate addition of diethylzinc to acyclic enones. Using the simple and inexpensive CuBr2 as a precursor, the enantioselective additions to various substituted acyclic enones afforded products in high yields and good enantioselectivities (up to 92% ee).
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